A neurotic writer working on his new film gets into a tricky situation when an A-list actress shows interest in the role intended for his girlfriend.
If you mixed Ferris Bueller in a blender with Alvy Singer (Woody Allen in "Annie Hall") and Larry David, the result would be SAM BAUM(Josh Gad). He's a lovable, quirky, neurotic NY native, living in LA with his beautiful girlfriend, Sammy(Kristen Ruhlin). A girl he knows how lucky he is to have in his life, since she was previously married to John: a, tall, fit, gorgeous, extremely successful Harvard med school graduate, who she's remained cordial with. Before Sammy, Sam hasn't had much success, romantically. He's an emerging filmmaker with one feature film under his belt that nobody's heard of. And she's an aspiring actress, inching for her big break, which may never come, unless Sam offers her the female lead in his next project, which he does... the night before one of the hottest, most in demand actresses working today, Kim Powers(Hilary Duff)...
Meet odd couple: Sam and Sammy. They're a loveable New York native couple living together in Los Angeles. They're barely getting by, yet happy enough, until Sammy's strapping and extremely successful ex-husband, John, whom she still may be in love with, unintentionally imposes as their houseguest to help them out financially. Before Sammy, Sam hasn't had much success romantically. In fear of losing her to John, Sam offers Sammy the lead role in his next movie... the night before one of Hollywood's hottest, most in demand actresses, Kim Powers, expresses interest in playing the role. Now Sam's caught in a pickle.